Pyridine → 2,2-Dimethylpropyl 2-methyl-4-bromobenzoate

HRID 24169

反応式

HRID 24169 の反応式
[CH3:1][C:2]1[CH:10]=[C:9]([Br:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:12][C:13]([CH3:17])([CH3:16])[CH2:14]O.N1C=CC=CC=1>O=S(Cl)Cl>[CH3:1][C:2]1[CH:10]=[C:9]([Br:11])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH2:12][C:13]([CH3:17])([CH3:16])[CH3:14])=[O:5]

参加物

5

反応物 3

HCID 1049PyridineHCID 6404Neopentyl alcoholHCID 995704-Bromo-2-methylbenzoic acid

生成物 1

HCID 225689392,2-Dimethylpropyl 2-methyl-4-bromobenzoate収率 68%

試薬・触媒・溶媒 1

HCID 24386Thionyl Chloride溶媒

実験手順

Using General Esterification Method C; 2-methyl-4-bromo-benzoic acid (1.82 g, 8.47 mmols) was refluxed for 3 h with 10 mL SOCl2. The resulting solution was concentrated under reduced pressure and the crude acyl chloride combined with 2,2-dimethylpropanol (0.75 g, 8.47 mmols) and pyridine (1.4 mL, 16.9 mmols) to give the title compound (1.64 g, 68%) after work-up and column chromatography (2-5% EtOAc—hexanes) as a colorless oil.

後処理

  1. concentrationThe resulting solution was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-63449081144e47959fac4c07d18503df
出典データセット
uspto-grants-2005_02
特許番号
US06855512B2

関連ノート

読み込み中…